Neopentyl glycol → 5,5-Dimethyl-2-(4-nitrobenzyl)-1,3,2-dioxaphosphorinan-2-oxide

HRID 1599398Notes

Reaction equation

HRID 1599398 reaction equation
[N+:1]([C:4]1[CH:14]=[CH:13][C:7]([CH2:8][P:9](=[O:12])([OH:11])[OH:10])=[CH:6][CH:5]=1)([O-:3])=[O:2].[CH3:15][C:16]([CH3:21])([CH2:19]O)[CH2:17]O>>[CH3:15][C:16]1([CH3:21])[CH2:19][O:11][P:9](=[O:10])([CH2:8][C:7]2[CH:13]=[CH:14][C:4]([N+:1]([O-:3])=[O:2])=[CH:5][CH:6]=2)[O:12][CH2:17]1

Participants

3

Reactant 2

HCID 31344Neopentyl glycolHCID 5180708(4-Nitro-benzyl)-phosphonic acid

Product 1

HCID 189280845,5-Dimethyl-2-(4-nitrobenzyl)-1,3,2-dioxaphosphorinan-2-oxide

Procedure

With 4-nitrobenzylphosphonic acid and 2,2-dimethyl-1,3-propanediol, the same procedure as in Reference Example 11 was followed, to yield 5,5-dimethyl-2-(4-nitrobenzyl)-1,3,2-dioxaphosphorinane-2-oxide, which was then recrystallized from ethanol-hexane to yield colorless plates having a melting point of 176° to 177° C.

Sources & evidence

ORD record
ord-4a8585abfdc5410695976769f84868e9
Source dataset
uspto-grants-1998_04
Patent number
US05741784

Reaction notes

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